Carbon tetrabromide → HCID 86701673, compound

Participants

Reaction Steps

To a solution of 5-methyl-1-tosyl-7-vinyl-1H-indole-4-carbaldehyde (50 mg, 0.147 mmol) and PPh3 (116 mg, 0.442 mmol) in DCM (1.5 mL) at 0° C., was added CBr4 (73.3 mg, 0.221 mmol) and the reaction was warmed to room temperature. After 10 minutes the reaction mixture was loaded onto silica gel and was purified by flash chromatography (0-50% EtOAc in heptanes) to provide the title compound. 1H NMR (400 MHz, DMSO-d6) d ppm 7.76-7.91 (m, 2H) 7.43-7.61 (m, 3H) 7.17-7.43 (m, 3H) 6.63-6.70 (m, 1H) 5.59 (dd, J=17.18, 1.26 Hz, 1H) 5.27 (dd, J=10.99, 1.14 Hz, 1H) 2.28-2.35 (m, 3H) 2.18-2.28 (m, 3H).

Provenance & Evidence